ethyl 3-formyl-1-methyl-1H-pyrazole-5-carboxylate | 1318758-42-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 3-formyl-1-methyl-1H-pyrazole-5-carboxylate
• 英文别名: 3-formyl-1-methyl-1H-pyrazole-5-carboxylic acid ethyl ester；Ethyl 3-formyl-1-methyl-1H-pyrazole-5-carboxylate；ethyl 5-formyl-2-methylpyrazole-3-carboxylate
• CAS: 1318758-42-7
• 化学式: C₈H₁₀N₂O₃
• 分子量: 182.179
• InChiKey: MPICOIXRDHVAPP-UHFFFAOYSA-N

物化性质

• 沸点：
  323.8±27.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  61.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 3-formyl-1-methyl-1H-pyrazole-5-carboxylate 在 N-氯代丁二酰亚胺 、 羟胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  1-甲基-3-(5-芳基-4,5-二氢异恶唑-3-基)-1H-吡唑-5-甲酰胺的设计、合成和杀虫活性

  摘要：

  Pyrazole and its derivatives are a kind of important heterocyclic compounds used in agrochemicals development. In this research, a series of novel 1-methyl-3-(5-aryl-4,5-dihydroisoxazol-3-yl)-1H-pyrazole-5-carboxam ides were synthesized and confirmed by H-1 NMR, C-13 NMR and ESI-MS. The preliminary bioactivity indicated that most title compounds showed excellent potency against Mythimna separate (Walker) at 500 mg/L, compounds ZJ4, ZJ12, ZJ16, ZJ17 showed moderate insecticidal activity against Aphis craccivora at 500 mg/L. Especially, compounds ZJ4, ZJ12, ZJ17 exhibited around 60% insecticidal activities against M separate at 100 mg/L. The results indicated that the potential of these pyrazole-5-carboxamides containing arylisoxazoline fragment to be utilized in pesticide discovery through further development.

  DOI：

  10.3987/com-19-14067
• 作为产物：
  描述：

  ethyl 3-(dimethoxymethyl )-1-methyl-1H-pyrazole-5-carboxylate 在 crude product 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以to yield the title compound (0.04 g, 50.13%) as a white solid的产率得到ethyl 3-formyl-1-methyl-1H-pyrazole-5-carboxylate
  参考文献：
  名称：

  SPIRO-SUBSTITUTED OXINDOLE DERIVATIVES HAVING AMPK ACTIVITY

  摘要：

  本发明涉及有价值的药理特性的化合物，特别是AMPK的激活剂，因此在预防或治疗可以通过激活该受体来预防或治疗的某些疾病中有用。这些化合物适用于治疗和预防可以受该受体影响的疾病，例如代谢性疾病，特别是2型糖尿病。

  公开号：

  US20160130226A1

文献信息

• [EN] SPIRO-SUBSTITUTED OXINDOLE DERIVATIVES HAVING AMPK ACTIVITY<br/>[FR] DÉRIVÉS D'OXINDOLE SPIRO-SUBSTITUÉS AYANT UNE ACTIVITÉ SUR AMPK
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2014202580A1

  公开（公告）日：2014-12-24

  The present invention relates to compounds of formula (I), which have valuable pharmacological properties, in particular are activators of AMPK and which are therefore useful in the treatment of certain disorders that can be prevented or treated by activation of this receptor. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

  本发明涉及具有有价值的药理特性的式(I)化合物，特别是AMPK激活剂，因此在治疗某些可以通过激活该受体预防或治疗的疾病方面具有用处。这些化合物适用于治疗和预防可以受该受体影响的疾病，如代谢性疾病，特别是2型糖尿病。
• [EN] OLEFIN SUBSTITUTED OXINDOLES HAVING AMPK ACTIVITY<br/>[FR] OXINDOLES SUBSTITUÉS PAR OLÉFINE AYANT UNE ACTIVITÉ SUR AMPK
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2014202528A1

  公开（公告）日：2014-12-24

  The present invention relates to compounds of formula (I), which have valuable pharmacological properties, in particular are activators of AMPK and which are therefore useful in the treatment of certain disorders that can be prevented or treated by activation of this receptor. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

  本发明涉及具有有价值的药理特性的式(I)化合物，特别是AMPK激活剂，因此在治疗某些可以通过激活该受体预防或治疗的疾病方面具有用处。这些化合物适用于治疗和预防可以受该受体影响的疾病，如代谢性疾病，特别是2型糖尿病。
• [EN] HETEROAROMATIC CARBOXAMIDE DERIVATIVES AS PLASMA KALLIKREIN INHIBITORS<br/>[FR] DÉRIVÉS DE CARBOXAMIDE HÉTÉROAROMATIQUES EN TANT QU'INHIBITEURS DE LA KALLICRÉINE PLASMATIQUE
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2021160718A1

  公开（公告）日：2021-08-19

  Heteroaromatic carboxamides of formula (I), wherein Y, R, and Ar are as defined in the description and the claims, and pharmaceutically acceptable salts thereof can be used in methods for the treatment of diseases which can be influenced by the inhibition of plasma kallikrein.

  式(I)中的杂环芳香族羧酰胺，其中Y、R和Ar如描述和权利要求中定义，并且其药学上可接受的盐可用于治疗受血浆激肽酶抑制影响的疾病的方法。
• [EN] SUBSTITUTED TRICYCLIC COMPOUNDS WITH ACTIVITY TOWARDS EP1 RECEPTORS<br/>[FR] COMPOSÉS TRICYCLIQUES SUBSTITUÉS POSSÉDANT UNE ACTIVITÉ CONTRE LES RÉCEPTEURS EP1
  申请人：ALMIRALL SA

  公开号：WO2013149997A1

  公开（公告）日：2013-10-10

  The present invention belongs to the field of EP1 receptor ligands. More specifically it refers to compounds of general formula (I) having great affinity and selectivity for the EP1 receptor. The invention also refers to the process for their preparation, to their use as medicament for the treatment and/or prophylaxis of diseases or disorders mediated by the EP1 receptor as well as to pharmaceutical compositions comprising them.

  本发明属于EP1受体配体领域。更具体地，它涉及具有对EP1受体具有很高亲和力和选择性的一般式(I)化合物。该发明还涉及它们的制备方法，以及它们作为药物用于治疗和/或预防由EP1受体介导的疾病或紊乱，以及包含它们的药物组合物。
• THIAZOLE DERIVATIVE
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2530078A1

  公开（公告）日：2012-12-05

  Provided is a compound having an agonist action on GPR52, which is useful as a prophylactic or therapeutic drug for mental diseases such as schizophrenia and the like, and the like. A compound represented by the formula (I): wherein each symbol is as defined in the specification, or a salt thereof.

  提供了一种对GPR52具有激动剂作用的化合物，该化合物可作为预防或治疗精神疾病如精神分裂症等的药物。一种由以下通式（I）表示的化合物：其中各个符号的定义如说明书中所述，或其盐形式。